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UNITED STATES PATENT oEEIoE.

wmmr n. JONES,

0F NEWARK, NEW JERSEY, ASIGNOB TO BUTTERWOBTH-J'UDBON CORPORATION, A CORPORATION 01 NEW YORK.

BROWN DYES'I'UF'F.

110 Drawing.

To all whom it may concern:

Be it known that I, WHITNEY B. JoNEs, a citizen of the United States, residing in Newark, New Jersey, (and whose ost-ofiioe address is 0/0 Butterworth-Ju son Corgoration, No. 61 Broadway, New York city,

ew York,) have invented certain new and useful Improvements in Brown Dyestufls, of which the following is a s ecification.

My invention provi es an improved brown dye stufl' particularly useful for so curing fast brown shades on wool and aplicable to other materials. It is produced 1n the form of powder or paste containing various percentages of dye stufl.

The dye stuff of my invention is a dinitrohydroxyazo alphanaphthylaminazo salicylic acid. The particular feature of novelty is in the introduction of alphanaphthylamin (in which term I include such of its sulfonic acids as can be combined in this position) between the component molecules of picramic acid and salic lic acid, so that the compound molecule of t e dye stuff will contain a naphthalene diamin residue in the middle position.

My improved dye stuff is made from picramic acid 4-6-dinitro-2-amido-l-phenol) a1 hanapht ylamin, and salicylic acid. A suita le method of manufacture is the following: p e

Twenty kilos of icramic acid are suspended in water coo ed by ice. To this are added fifteen kilos of hydrochloric acid of twenty degrees Baum. It is then diazo- V tized in the usual manner with seven kilos of sodium nitrite. When diazotation is complete the diazo solution is run slowly with stirring into a cooled solution of 14.3 kilos of alphana'phthylwmin in dilute hydnochlo- Specification of Letters Patent.

Patented July 22, 1919.

Application filed I'ebruary 28, 1918. Serial No. 219,231.

ric acid. Sodium acetate is added and coupling starts immediatel and is com lots in about twelve hours. T e insoluble lue intermediate product is filtered off and the paste suspended in water, made acid with item kilos of hydrochloric acid and diazotized as usual with seven kilos of sodium nitrite. After stirring some hours the diazo tation is complete and the diazo mixture is run slowly with stirring into a solution of salicylic acid in sufiicient soda to keep the reaction mixture alkaline. After standing twelve hours the mixture is heated to eighty degrees centrigrade and salted out and filtered.

The alphanaphthylamin referred to in the above rocess may be substituted by 24.5 kilos o 'Cleves acid. What I claim is-- 1. The dye stuff or coloring matter here inbefore described which is produced b the combination of the diazo compound 0 picramic acid with alphonaphthylamin, again diazotizin the amidoazo compound obtained an recombining the diazo compound obtained with salicylic acid and which has the followin characteristics: dark brown aste or blackrown owder, slightly solub e in cold, very solub e in hot water, and is preci itated from solutions by mineral acids substantially as described.

2. A dye stuff or coloring matter containing alphanaphthylamin between component molecules of picramic acid and salicylic acid so that the d e stufl contains the naphthalene diamin resi ue in the middle position.

In witness whereof I have hereunto signed my name.

WHITNEY B..J ON ES. 

